S$ 412 Find Cheap Flights from Chicago to Singapore

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 1-9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Chicago to Singapore

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Chicago to Singapore

Wed, 9 Sep - Sun, 13 Sep
Korean Air Logo
12:10 - 05:00
ORD
-
SIN
27h 50m
1 stop
Korean Air Logo
01:25 - 09:30
SIN
-
ORD
21h 05m
1 stop
S$ 1,077Korean Air
Fri, 21 Aug - Wed, 9 Sep
Korean Air Logo
12:30 - 19:15
ORD
-
SIN
41h 45m
1 stop
Korean Air Logo
01:25 - 09:30
SIN
-
ORD
21h 05m
1 stop
S$ 1,079Korean Air
Wed, 29 Apr - Wed, 6 May
Turkish Airlines Logo
20:10 - 17:55
ORD
-
SIN
32h 45m
1 stop
Turkish Airlines Logo
11:10 - 09:40
SIN
-
ORD
35h 30m
1 stop
S$ 1,080Turkish Airlines
Sun, 26 Apr - Tue, 12 May
Turkish Airlines Logo
11:25 - 17:55
ORD
-
SIN
41h 30m
1 stop
Turkish Airlines Logo
05:25 - 09:40
SIN
-
ORD
41h 15m
1 stop
S$ 1,088Turkish Airlines
Sun, 26 Apr - Tue, 12 May
Turkish Airlines Logo
11:25 - 17:55
ORD
-
SIN
41h 30m
1 stop
Turkish Airlines Logo
05:25 - 09:40
SIN
-
ORD
41h 15m
1 stop
S$ 1,090Turkish Airlines
Wed, 9 Sep - Mon, 14 Sep
Delta Logo
16:30 - 19:15
MDW
-
SIN
37h 45m
2 stops
Delta Logo
07:30 - 21:46
SIN
-
MDW
27h 16m
2 stops
S$ 1,091Delta
Wed, 9 Sep - Mon, 14 Sep
Delta Logo
07:15 - 05:00
ORD
-
SIN
32h 45m
2 stops
Delta Logo
07:30 - 23:57
SIN
-
ORD
29h 27m
2 stops
S$ 1,091Delta
Sat, 22 Aug - Tue, 8 Sep
Delta Logo
09:30 - 05:00
ORD
-
SIN
30h 30m
2 stops
Delta Logo
01:25 - 20:17
SIN
-
ORD
31h 52m
2 stops
S$ 1,093Delta
Sun, 26 Apr - Tue, 12 May
Turkish Airlines Logo
11:25 - 08:45
ORD
-
SIN
32h 20m
1 stop
Turkish Airlines Logo
10:25 - 09:40
SIN
-
ORD
36h 15m
1 stop
S$ 1,098Turkish Airlines
Sun, 26 Apr - Tue, 12 May
Delta Logo
19:43 - 23:55
ORD
-
SIN
39h 12m
2 stops
Delta Logo
07:30 - 22:27
SIN
-
ORD
27h 57m
2 stops
S$ 1,099Delta
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly, and much more.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is September, when tickets cost S$ 1,108 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of return tickets is S$ 2,440 and S$ 1,807 respectively.

How far in advance should I book a flight from Chicago to Singapore?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonJanuary
Cheapest flightS$ 412
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (70% more expensive on average)
Flight from Chicago O'Hare Airport to Singapore

FAQs - booking Singapore flights

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Singapore is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly from Chicago to Singapore with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Singapore up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Singapore

 
Need help choosing which airline to fly with from Chicago to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
Etihad AirwaysOverall score based on 1426 reviews
7.3Comfort
7.2Entertainment
7.2Food
7.6Boarding
7.8Crew
Airline reviews

The seats seemed smaller than other business class offerings. The entertainment menu was limited. Flight crew was good.

8.0 ExcellentTara, Mar 2026
AUH - BOS
Read more Etihad Airways reviews

The seats seemed smaller than other business class offerings. The entertainment menu was limited. Flight crew was good.

Dear Team, I purchased a full travel package that included 2 checked bags through you and JustFly. However, when I arrived at the airport, my ticket showed 0 checked bags. Since I was traveling internationally to India with 2 bags, It was a $200 per bag at the counter, which was extremely disappointing. For an international trip, why would I ever choose a no‑bag option for only $20–$30 less? This seems like an error in the booking process, and I am requesting clarification and a resolution. I have called JustFly and on phone for 1 hr :53 min and they couldn't help till I show some kind of proof etc which isn't possible but besides that love your service and using it for years !

Good one but just notice that you have to ask several time to get water or coffee .

The flight was over 1 hour late taking off ,when I arrived in Abu Dhabi ,I missed my connecting flight to Bangkok so I had to wait almost 6 hours for my flight arriving in Bangkok at 6:30 am ,So I missed a whole day of my vacation and my hotel room sat empty so I paid for hotel days that I was not there. In Abu Dhabi there was a woman that worked the desk at transfers that was so professional, courteous , helpful,and may I say absolutely beautiful .she got me food vouchers for my layover and was a very calming presence. Besides that I will never use Etihad again I will pay the Xtra money . I'm sure they won't read or see this but it's my "2 cents" I'll use an airline that respects me and my hard earned dollars

On this flight...fine. The one from India to Abu Dahbi, awful.

I booked and paid for a Business Class seat for myself and my wife. 4 hours before the flight i get a call saying the plane they sent doesn't have the correct layout to accommodate all the business class seats they sold me 3 months earlier at a premium of $1500 a ticket. So they have to bump me from Business to Economy and will give me a $400 credit (total of $800 for both seats) that I could turn in at Abu Dahbi for $400 in US cash. They then promised a row that we could have to ourselves and the arm rests would go up so we could spread out for each of us. My wife was taken care of but I was put in the exit row with the flight attendents set as part of the three...and the arm rest did not go up. When we got to Abu Dahbi, they would not exchange our credit for cash as promised. Very disappointed they took my money 3 months ago and refused to reimburse for the change in seats or follow the promises made.

It was fantastic. The flight from Chicago to Abu Dahbi was fantastic. The crew, food and service were amazing. Everything was handled by the crew member assigned to us , Nicholas, was usually done before we asked for it. Highly recommend Etihad!

I missed my flight ,staff unhelpful, they sat and watched me wait ,gangway door closed, English was a problem no announcement I was on time now I missed my month vacation ,lost 1400 bucks no refund I'm sick to my stomach

It’s a business class ticket but they didn’t give a lounge access

Crew was amazing as usual. Very comfortable for a 13hour flight. Check in at ATL was terrible. Ticket counter charged me $200 for a small bag. Apparently Kayak sold me a zero luggage ticket. No carry on no checked. So the check in desk charged me a bullshit $200 dollar fee for a small gym bag weighing less than 20lbs. In true 3rd party ticket buying. This will turn into a finger pointing process between Kayak and Etihad. Now I'm going to have to ship my bag back in the mail a day ahead of my return flight.

IAH to Istanbul was outstanding across the board. The flight from Istanbul to Male was good, not great.

the cabin was kept too hot. couldn't sleep as a result

The crew checked the immigration laws very quickly for Russian citizenship and confirmed our FVTF for Singapore for 96 hrs. Thank you.

It was an amazing experience. Flight crew's service, hospitality, and the food were phenomenal. I don't think I'd want to try any other airline company after this. I would definitely recommend to friends and family. Thank you Turkish Airlines !

Business Class pods are horrible. If you're petite, you might be able to sleep on the uncomfortable seat and bed. Crew and food are fantastic.

I have travelled many times on Turkish, but they always board at least 30-40 minutes past the stated time. If informed properly, passengers can choose to spend more time in the .lounge instead of standing around by the gate waiting to board. The new lounge at DFW was a big disappointment. The aircraft itself was a shock. In the past I have flown this sector with regular business class seating configuration of 1-2-1, The 2-3-2 seating is very disappointing after paying such high prices for tickets. The DFW to Istanbul segment was slightly better, but the Istanbul to Delhi segment was no better than premium economy. I will try to travel more on airlines which give business class passengers more value for their money.

Good overall. Seat spacing a bit tight between IST and ISB.

Excellent staff despite some trying passenger situations. Very impressed with their good attitudes and kindness.

Crew were unfriendly, touch screen for movies didn't work very well, seats were tight and uncomfortable

it was great honestly for the melbourne flight a kit with blindfold and slippers was probided to each passenger on the seat and the food was really great will definitely recommend people take turkish airlines for travel not just on the sin-melbourne route.

Everything you need to know for your flight from Chicago to Singapore

Cabin class types available on flights to Singapore

Cabin classes available on flights to Singapore. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.